Curious about the performance of short-term rentals in Chicago, United States? Over the last year, the average occupancy rate was 64% with an ADR (Average Daily Rate) of 167€. Hosts earned on average 3018€ per month.

90-day occupancy forecast for Chicago so you can update rates and stay ahead of competitors.
Key metrics to optimize your pricing strategy
Avg. Monthly Revenue
3018€
$2746 USD
YoY Revenue Change
-3%
vs. previous year
Occupancy Rate
64%
~19 days/month
Average Daily Rate
167€
$152 USD
Seasonality Index
95%
demand variation
Best Months
June, July
peak season
Worst Months
February, January
low season
Our AI-powered platform automatically optimizes your rates. Maximize your revenue with intelligent dynamic pricing.
Over the analysis period June 2025 to May 2026, Chicago averaged 64% occupancy, roughly four points above the US city average of about 60% in this dataset and the ninth-highest of the 39 cities tracked, equating to 229 booked nights a year. Average daily rate sat at $150 (about 165 euros), well below the national average near 202 euros, which places Chicago in the lower-to-mid tier on price, typical of a deep urban market where ample supply caps ADR while strong year-round demand keeps the property busy.
That balance produced average monthly revenue of $2,702 (about 2,972 euros), so the city earns through volume rather than premium pricing. Revenue was down 6% year over year, in line with the broad softening seen across nearly every US market this period. The 80% seasonality swing is significant: budget for a strong summer peak (best months July and June) and a deep winter trough (weakest February and January) rather than a flat year.
Average occupancy rate by month in Chicago, compared with the same month a year earlier.
| Month | Occupancy | Prior year |
|---|---|---|
| Jul 2025 | 76.8% | 75.6% |
| Aug 2025 | 70.3% | 74% |
| Sep 2025 | 66.3% | 66.7% |
| Oct 2025 | 65.2% | 63.9% |
| Nov 2025 | 58% | 61.3% |
| Dec 2025 | 55.8% | 55% |
| Jan 2026 | 47.7% | 44.8% |
| Feb 2026 | 56.4% | 56% |
| Mar 2026 | 63.7% | 63.4% |
| Apr 2026 | 64% | 61.4% |
| May 2026 | 72.5% | 69.3% |
| Jun 2026 | 77.4% | 74.8% |
📌 Historical trends reveal seasonal highs – plan accordingly.
These figures reflect real-time demand in Chicago, helping you plan and price strategically.
Chicago is a year-round business and leisure destination, and that mix is what keeps short-term-rental demand steady. As the third-largest US city it pulls heavy corporate, convention and trade-show traffic into McCormick Place, the Loop and the Magnificent Mile, while leisure visitors come for the architecture boat tours, the Art Institute, Millennium Park, lakefront beaches and a deep sports calendar (Cubs at Wrigley Field, Bulls, Bears and Blackhawks). United and American hub operations at O'Hare also feed a constant stream of connecting and layover demand.
For hosts this means two distinct guest types to design for: midweek corporate and convention stays that reward proximity to downtown and transit, and weekend leisure groups chasing nightlife, festivals and game days. Listings near CTA 'L' lines, McCormick Place and Wrigleyville tend to convert across both audiences, which helps smooth out the calendar.
Chicago is a strongly seasonal market: warm, festival-packed summers drive the peak and brutal winters define the trough. June and July are the strongest months, fed by Taste of Chicago (July 8-12, 2026), Lollapalooza in Grant Park (July 30-August 2, 2026) and the Air and Water Show at North Avenue Beach (August 15-16, 2026). Push rates hard on those weekends, when downtown and lakefront listings sell out.
A second demand spike lands in October around the Bank of America Chicago Marathon (October 11, 2026), which fills neighbourhoods along its 26.2-mile course. January and February are the weakest months, as sub-freezing temperatures and lake-effect snow gut leisure travel and leave only convention and business demand. That winter window is where you drop minimum stays and lean on monthly corporate bookings to keep occupancy from collapsing.
Downtown clusters, the Loop and River North, capture the convention and business traveller, sitting on top of the major sights, theatres, the Riverwalk and the bulk of transit, so they hold up best midweek and through winter. River North adds the dining and gallery scene that weekend leisure guests want. These central areas command the highest nightly rates but face the tightest building restrictions.
The legal short-term-rental supply skews north and west into residential neighbourhoods: Lincoln Park and Lakeview/Wrigleyville are family-friendly and ride Cubs game-day demand, while Wicker Park and Bucktown draw younger, repeat visitors who want music, independent shops and a local feel away from the tourist core. These neighbourhoods trade some peak ADR for steadier, lower-friction bookings and far fewer building-level prohibitions than downtown high-rises.
Chicago regulates short-term rentals tightly through its Shared Housing Ordinance, administered by the Department of Business Affairs and Consumer Protection. Every unit must hold a valid city registration number before it can be advertised or accept bookings; there is no pending grace period, and registration carries a fee (reported around $125). Most hosts may only rent their primary residence, and in buildings of five or more units the city caps short-term rentals at one-quarter of the units or six, whichever is fewer, with many condo and rental buildings appearing on a prohibited-buildings list that bars them entirely.
Tax compliance is layered: a 4% Shared Housing Surcharge on gross receipts, Chicago's hotel accommodation tax, and as of July 1, 2025 the Illinois state Hotel Operators' Occupation Tax on stays under 30 nights. Platforms typically collect some of these, but registration and ongoing data-reporting obligations rest with the host, so confirm a unit is registrable and not on the prohibited list before you commit to it.
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* Calculations based on 30 days/month. Actual results may vary depending on market, season, property type, and implemented strategy.
Chicago averaged 64% occupancy over the June 2025 to May 2026 analysis period, about four points above the roughly 60% US city average in our dataset and the ninth-highest of 39 cities tracked. That works out to around 229 booked nights a year, with average monthly revenue near $2,702 (about 2,972 euros) at a $150 average daily rate.
Summer is the clear peak, with June and July the strongest months thanks to Taste of Chicago, Lollapalooza and the Air and Water Show, plus an October bump around the Chicago Marathon. January and February are the weakest, when freezing weather collapses leisure demand. The 80% seasonality swing means you should price aggressively in summer and rely on corporate or monthly stays in winter.
Yes. Chicago's Shared Housing Ordinance requires a valid city registration number before you can advertise or accept any booking, with a registration fee. Most hosts can only register their primary residence, buildings with five or more units cap rentals at a quarter of units or six, and many addresses sit on a prohibited-buildings list. You also owe a 4% shared housing surcharge plus hotel and state lodging taxes.
The Loop and River North command the highest rates and capture business and convention guests, but face the tightest building restrictions. For legal, steadier supply, hosts do well in Lincoln Park and Lakeview/Wrigleyville (family and Cubs game-day demand) and Wicker Park or Bucktown, which draw younger repeat visitors and have far fewer building-level prohibitions than downtown high-rises.